AED 212 Cheap flights from Dallas to Chicago Midway

Compare Dallas to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

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Flight deals from Dallas to Chicago Midway

Looking for a cheap last-minute deal or the best round-trip flight from Dallas to Chicago Midway? Find the lowest prices on one-way and round-trip tickets right here.

Chicago.AED 212 per passenger.Departing Sat, Feb 14, returning Sat, Feb 21.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Sat, Feb 14, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on Sat, Feb 21, arriving in Dallas Fort Worth International.Price includes taxes and charges.From AED 212, select.

Chicago.AED 235 per passenger.Departing Fri, Jan 30, returning Mon, Feb 2.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Fri, Jan 30, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on Mon, Feb 2, arriving in Dallas Fort Worth International.Price includes taxes and charges.From AED 235, select.

Chicago.AED 253 per passenger.Departing Mon, Jan 12, returning Mon, Jan 19.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Mon, Jan 12, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on Mon, Jan 19, arriving in Dallas Fort Worth International.Price includes taxes and charges.From AED 253, select.

Chicago.AED 256 per passenger.Departing Sat, Mar 14, returning Sat, Mar 21.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Sat, Mar 14, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on Sat, Mar 21, arriving in Dallas Fort Worth International.Price includes taxes and charges.From AED 256, select.

Chicago.AED 300 per passenger.Departing Mon, Apr 6, returning Thu, Apr 9.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Mon, Apr 6, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on Thu, Apr 9, arriving in Dallas Fort Worth International.Price includes taxes and charges.From AED 300, select.

Chicago.AED 304 per passenger.Departing Thu, Feb 19, returning Mon, Mar 9.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Thu, Feb 19, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on Mon, Mar 9, arriving in Dallas Fort Worth International.Price includes taxes and charges.From AED 304, select.

Chicago.AED 341 per passenger.Departing Fri, Jan 30, returning Thu, Mar 5.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Fri, Jan 30, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on Thu, Mar 5, arriving in Dallas Fort Worth International.Price includes taxes and charges.From AED 341, select.

Chicago.AED 783 per passenger.Departing Tue, Feb 24, returning Tue, Apr 28.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Dallas Fort Worth International on Tue, Feb 24, arriving in Chicago Midway.Inbound indirect flight with Delta, departing from Chicago Midway on Tue, Apr 28, arriving in Dallas Fort Worth International.Price includes taxes and charges.From AED 783, select.

Find the cheapest month to fly from Dallas to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Dallas to Chicago Midway flights are currently cheapest in February.

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Direct flights from Dallas to Chicago Midway

Dallas to Chicago Midway: Alternative routes

Compare routes from Dallas to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Dallas to Chicago: Flight information

The things to know before you go.

Cheapest flight found	AED 212
Cheapest month to fly	February
Average flight time	2 hrs, 16 mins
Most popular airline	Southwest Airlines
Average flights per week	56

Finding cheap flights from Dallas to Chicago Midway: Frequently asked questions

How much are round-trip flights from Dallas to Chicago Midway?

The best price we found for a round-trip flight from Dallas to Chicago Midway is AED 212. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Dallas to Chicago Midway?

2 hours and 16 minutes is the average flight time from Dallas to Chicago Midway.

Which airlines fly direct from Dallas to Chicago Midway?

Southwest Airlines, Frontier Airlines and Volaris fly direct from Dallas to Chicago Midway.

How many flights are there a week from Dallas to Chicago Midway?

There are 56 flights per week flying from Dallas to Chicago Midway, as of December 2025.

When is the cheapest time to fly from Dallas to Chicago Midway?

The cheapest month to fly from Dallas to Chicago Midway is usually February.

Which upcoming date is cheapest to fly from Dallas to Chicago Midway Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Dallas to Chicago Midway Airport on Saturday, February 14, 2026.

Can I get a direct flight from Dallas to Chicago Midway Airport?

Yes – the average flight time is 2 hours and 16 minutes.

How can I find the best flight deal to Chicago Midway?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly with from Dallas to Chicago Midway?

The cheapest airline that flies to Chicago Midway is Frontier Airlines.

Flying from Dallas to Chicago Midway International Airport (MDW): What you need to know

Begin planning your trip by looking up the most convenient place to catch your flight from Dallas to Chicago Midway International Airport (MDW). Explore the options for taking off from Dallas/Fort Worth International Airport (DFW) or Dallas Love Field Airport (DAL), the city's main airports.
Jump on a direct Dallas to Chicago Midway International Airport flight and you'll be traveling for an average of 2 hours 20 minutes.
Chicago's timezone is UTC-5, which is the same as Dallas. Chicago Midway International Airport is located in Chicago.
The busiest route is from Dallas/Fort Worth International Airport (DFW) to Chicago Midway International Airport (MDW). You can pick from 2 direct services each week. Frontier Airlines operates a 6am departure between DFW and MDW.
Give yourself enough time to catch your flight from Dallas to MDW. A good rule of thumb is to arrive two hours before international departures and an hour ahead for domestic flights.
With more people on the move during peak seasons, plan to get to your terminal earlier than usual. Two hours for domestic flights and up to four for international journeys will allow for extra wait times.

Airports in Dallas

Dallas/Fort Worth International Airport (DFW)

You can jump on a direct flight from Dallas to Chicago Midway International Airport (MDW) out of Dallas/Fort Worth International Airport (DFW).
Frontier Airlines is a popular carrier that offers direct flights from Dallas to Chicago Midway International Airport jetting out of DFW.
Most passengers choose to fly with Frontier Airlines from DFW to MDW.
Among carriers on this route, Frontier Airlines has the best record for on-time arrivals.
Traveling from central Dallas to DFW takes about 1 hour on public transport. If you ride-share, drive or get a cab, you'll cover the 32 kilometers in 25 minutes or so, depending on traffic.
Want a hassle-free start to your travels? Stay near Dallas/Fort Worth International Airport. Whether you've booked an early flight from Dallas to Chicago Midway International Airport or just don't like being rushed, these hotels are the answer:
Of all flights leaving Dallas/Fort Worth International Airport, 73.22% land on schedule at their destination.
The address for DFW is 2400 Aviation Dr.

Dallas Love Field Airport (DAL)

Consider beginning your travels from Dallas Love Field Airport (DAL). You can book a direct Dallas to Chicago Midway International Airport (MDW) flight ticket from this hub.
Take a direct flight from Dallas to MDW with Southwest Airlines. This is one of the top carriers that operates this route out of DAL.
Southwest Airlines is the go-to airline for bookings on the DAL to MDW route.
With 74.66% of services arriving as planned, Southwest Airlines is the most punctual carrier flying between Dallas Love Field Airport and Chicago Midway International Airport.
On public transport, you can travel from central Dallas to DAL in around 50 minutes. The terminal is roughly 16 kilometers away, and making the trip by car takes approximately 20 minutes.
Get your vacation started early with an extra night away from home. Before catching your Dallas to MDW flight, kick back in one of these hotels close to Dallas Love Field Airport:
Dallas Love Field Airport has an on-time performance rate of 76.03%. This figure sheds light on how frequently flights departing from this airport reach their destination on schedule.
DAL is located at 8008 Cedar Springs Road.

About Chicago Midway International Airport (MDW)

Have a late flight from Dallas to Chicago Midway International Airport? Don't let it leave you bleary-eyed. Check in to one of these hotels near MDW and turn in quicker:
Pick up a Chicago Midway International Airport rental car and explore Chicago and beyond with your own wheels. Dollar, Hertz and Budget are well-known companies to choose from here.
Lock in the best rate by booking your vehicle around four weeks before your Dallas to Chicago Midway International Airport flight.
The address for MDW is 5700 South Cicero.

Getting from Chicago Midway International Airport (MDW) to central Chicago

Chicago Midway International Airport is roughly 14 kilometers from central Chicago. How long it'll take to get to the center by cab or car rental depends on the time of day. Do some research before your trip.
It takes roughly 45 minutes if you're traveling on public transport.

How to find the cheapest flights from Dallas to Chicago Midway International Airport (MDW)

Right now, AED 106 is the best price we've found for a one-way ticket from Dallas to Chicago Midway International Airport. The cheapest price for a return flight is AED 212. Keep in mind fares may change due to demand at the time of booking.
Book two months before you want to travel. Pricing trends suggest that this is the ideal window for finding cheap flights from Dallas to MDW.
Plan your trip for July. That's the best month for landing an awesome deal on Dallas to Chicago Midway International Airport tickets. If you have flexibility with your dates, use the 'Whole month' tool to find the cheapest price across each month.
You don't need to check every day to find out if prices have dropped when you create a Price Alert. We'll notify you as soon as there's a better deal on flight tickets from Dallas to MDW.
Tailor your travel plans using filters. Pick your departure and arrival times, airlines and total journey duration. You can also sort your results by 'Best,' 'Cheapest' or 'Fastest' flights from Dallas to Chicago Midway International Airport.

The best time to fly from Dallas to Chicago Midway International Airport (MDW)

It's time to work out when to book your flight from Dallas to Chicago Midway International Airport (MDW). July is the peak month for travel to Chicago. If you like things a bit more low-key, think about going in May.
The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Book your Dallas to MDW flight ticket then if you enjoy this type of weather.
January sees temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Look for cheap tickets from Dallas to Chicago Midway International Airport around that time if you want to travel in cooler conditions.

More about Chicago

Start your Chicago trip off on the right foot by choosing the ideal place to stay. After booking your flight from Dallas to Chicago Midway International Airport, check out our range of accommodation options including:
Millennium Park and Lollapalooza are just two of the major attractions to add to your Chicago travel itinerary. Keep the adventure rolling by checking out Art Institute of Chicago.

Explore more of the United States

You've seen Chicago, now it's time to discover other corners of the United States. Travel around 257 kilometers south-east to Indianapolis to tick off its top sights. From 9-11 Memorial to Lucas Oil Stadium and Eiteljorg Museum, there's plenty to keep you busy.
If there's time to check out another side of the United States, head for Milwaukee, about 137 kilometers north of Chicago. Richards Duplex Apartments by Frank Lloyd Wright, Miller Park and Milwaukee County Zoo are among the biggest draws.